Is it better to fly or take the train?

Flying is much faster, but the train is more scenic.

How long is the flight?

The flight time is about 2 hours.

Are there direct trains?

Yes, the Capitol Limited runs directly from DC/Baltimore to Chicago.

What is the best time to visit?

Summer is the most popular time.

No, public transit is excellent in Chicago.

Chester

Chicago

Train Flight

Chester to Chicago

Updated: 28 May 2026

The distance from Chester to Chicago is 1,150 kilometers. You can fly from BWI to O'Hare (ORD) or Midway (MDW) in 2 hours. Alternatively, take an Amtrak train from Baltimore Penn Station, which takes about 18 hours. Flying is the most practical choice for speed, while the train offers a scenic, relaxed experience. Both are reliable options for this cross-country journey.

Total Distance: 1,150 km driving distance; 980 km straight-line air distance.

Fastest Way

Flying from BWI to ORD takes approximately 2 hours.

Cheapest Way

Flying with a budget airline is often cheaper than a train ticket.

Compare Chester to Chicago Routes

	Train Direct	Flight Direct
Duration	18 hours	2 hours
Avg Price	150-400 USD	140-300 USD
Operator	Amtrak (Capitol Limited)	United Airlines
Route	Baltimore Penn Station to Chicago Union Station.	BWI Airport to ORD Airport.
Tip	Book a sleeper car for a more comfortable overnight journey.	O'Hare is well-connected to downtown via the Blue Line train.

Travel Tips

Public Transit
Use the 'L' train system to navigate the city efficiently.
Weather
Chicago winters are extremely cold; pack heavy layers if visiting then.
Dining
Try the famous deep-dish pizza at local institutions like Lou Malnati's.
Walking
Chicago is a very walkable city, especially in the downtown Loop area.
Safety
Stay in well-lit, busy areas and avoid wandering into unknown neighborhoods at night.